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Southport Attractions & Activities

Attractions In Southport

The little village of Southport belongs to an older, gentler time: stunning Georgian, Victorian and Federal mansions, once home to sea captains, line shady streets still paved with their original blue slate walks and cobblestones. The genuinely charming town center holds a cafe, pharmacy, antiques stores, galleries, post office and grocery, worthy of a Rockwell painting.

Southport, Connecticut offers an endless array of outdoor recreation, historical attractions, and activities for visitors of all ages. During your stay at DELAMAR, may we suggest a few that will contribute toward making your vacation exceptional.


  • H. Smith Richardson Golf Course
    Be sure to swing by this beautiful 18-hole public golf course. Make your Tee Time reservation in advance for this challenging course with its many uphill, downhill, short, and long holes.


  • Devil’s Den Preserve*
    Being the largest preserve in Connecticut, the Conservancy is one of the most protected pieces of land and the perfect place for low-impact outdoor activities. Devil’s Den is home to some part of the Saugatuck River that has many aquatic species and also a lot of other types of wildlife that need the woodland to be reproductive.
  • Farm River State Park
    Perfectly located, enjoy a nice day alongside the Farm River basking in the sun and fresh air.
  • Sherwood Island State Park*
    Connecticut’s first state park is one of the finest in the state. Enjoy the beach and a picnic lunch outdoors!
  • Silver Sands State Park
    Collect some seashells along the sandy shore at Silver Sands State Park. This is a great place to visit during all four seasons to enjoy a nice walk along over a half mile shoreline.
  • Tunxis Trail
    Enjoy hiking or walking on the Tunxis Trail which will take you to different parts of Connecticut with outstanding views and a variety of terrain. This trail consists of 38.5 miles and is part of a larger 83 mile trail system.


Southport has several beaches that are open year-round. The beaches attract many local residents and offer visitors a wonderful setting for jogging, walking, cycling, nature study, boating, fishing, sailboarding, sunbathing, swimming and picnicking.

  • Jennings Beach**
  • Penfield Beach**
  • Sasco Beach**
  • Sheffield Island Lighthouse
  • South Pine Creek Beach**
  • Southport Beach**


  •  Town of Fairfield
    Minutes away from Delamar Southport, filled with many boutiques and fine dining.



  • Beardsley Zoo
    Connecticut’s only zoo has been home to many animals for over 90 years. The zoo helps preserve endangered animals and provides a wonderful viewing experience for students and families.
  • Fairfield Museum & History Center*
    Visitors can enjoy engaging in art and history exhibitions ranging from Connecticut’s colonial roots to 375 years of regional history.
  • Lockwood Mathews Mansion Museum*
    Your knowledgeable tour guide will lead you through the first and second floors of the Mansion focusing on the details of every room and sharing the history of the families that once lived here.
  • Maritime Aquarium in Norwalk*
    Children and adults alike will get a thrill out of the Maritime Aquarium at Norwalk. This aquarium is different from others as its focus is on the body of water which lies just outside its doors, Long Island Sound or the “Estuary of National Significance.”
  • Stepping Stones Museum for Children*
    This museum specializes in exhibits and activities for children 10 and under. It is an engaging environment that lets kids play as they learn and grow.
  • The Glass House*
    The Glass House, a National Trust Historic Site, is a 49-acre campus dedicated to the preservation and interpretation of modern architecture, landscape, and art, and is a canvas for inspiration and experimentation honoring the legacy of Philip Johnson. The Glass House is open April-November. Advance reservations are required.


  • Fairfield Theater Company, Stage One*
    This theater offers live music and entertainment, with three convenient concert venue locations.
  • Ridgefield Playhouse*
    The Ridgefield Playhouse hosts a variety of entertainment events including concerts, plays, movies, and more. This beautifully restored venue is an ideal place to see your favorite acts!
  • Westport Country Playhouse*
    This non-profit theater offers a wide range of enjoyment and community events for all age groups including events and plays.


  • Fairfield University
  • Sacred Heart University

These are just a few of the experiences you can enjoy during your stay at DELAMAR. For more suggestions, please contact our Concierge, who will be happy to assist you.


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